(5R)-5-hydroxymethyl-12ξ-methyl-14-oxo-(4ac)-4,4a,5,6,11,12-hexahydro-3H-12ac,5r-oxaethano-pyrido[3',4':5,6]cyclohepta[1,2-b]indole-2-carboxylic acid benzyl ester

Base Information

• Chemical Name: (5R)-5-hydroxymethyl-12ξ-methyl-14-oxo-(4ac)-4,4a,5,6,11,12-hexahydro-3H-12ac,5r-oxaethano-pyrido[3',4':5,6]cyclohepta[1,2-b]indole-2-carboxylic acid benzyl ester
• CAS No.: 3329-94-0
• Molecular Formula: C₂₇H₂₈N₂O₅
• Molecular Weight: 460.53
• Mol file: 3329-94-0.mol

Synonyms:

Chemical Property of (5R)-5-hydroxymethyl-12ξ-methyl-14-oxo-(4ac)-4,4a,5,6,11,12-hexahydro-3H-12ac,5r-oxaethano-pyrido[3',4':5,6]cyclohepta[1,2-b]indole-2-carboxylic acid benzyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (5R)-5-hydroxymethyl-12ξ-methyl-14-oxo-(4ac)-4,4a,5,6,11,12-hexahydro-3H-12ac,5r-oxaethano-pyrido[3',4':5,6]cyclohepta[1,2-b]indole-2-carboxylic acid benzyl ester

There total 1 articles about (5R)-5-hydroxymethyl-12ξ-methyl-14-oxo-(4ac)-4,4a,5,6,11,12-hexahydro-3H-12ac,5r-oxaethano-pyrido[3',4':5,6]cyclohepta[1,2-b]indole-2-carboxylic acid benzyl ester which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

benzyl chloroformate (501-53-1,94274-21-2) + (19E)-17-hydroxy-3,7-seco-6-nor-cura-2(7),19-diene-16-carboxylic acid methyl ester (3368-87-4,56324-22-2,107657-44-3) → (5R)-5-hydroxymethyl-12ξ-methyl-14-oxo-(4ac)-4,4a,5,6,11,12-hexahydro-3H-12ac,5r-oxaethano-pyrido[3',4':5,6]cyclohepta[1,2-b]indole-2-carboxylic acid benzyl ester (3329-94-0)

Guidance literature:

With potassium carbonate; In dichloromethane;

DOI:10.1002/hlca.19640470750

Reference yield:

(5R)-5-hydroxymethyl-12ξ-methyl-14-oxo-(4ac)-4,4a,5,6,11,12-hexahydro-3H-12ac,5r-oxaethano-pyrido[3',4':5,6]cyclohepta[1,2-b]indole-2-carboxylic acid benzyl ester (3329-94-0) → (5R)-5-hydroxymethyl-12ξ-methyl-(4ac)-2,3,4,4a,5,6,11,12-octahydro-1H-12ac,5r-oxaethano-pyrido[3',4':5,6]cyclohepta[1,2-b]indol-14-one (3329-95-1)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol;

DOI:10.1002/hlca.19640470750

Reference yield:

(5R)-5-hydroxymethyl-12ξ-methyl-14-oxo-(4ac)-4,4a,5,6,11,12-hexahydro-3H-12ac,5r-oxaethano-pyrido[3',4':5,6]cyclohepta[1,2-b]indole-2-carboxylic acid benzyl ester (3329-94-0) → (5R)-5-acetoxymethyl-2-acetyl-12ξ-methyl-(4ac)-2,3,4,4a,5,6,11,12-octahydro-1H-12ac,5r-oxaethano-pyrido[3',4':5,6]cyclohepta[1,2-b]indol-14-one (3368-89-6)

Guidance literature:

Multi-step reaction with 2 steps

1: H₂ / Pd-C / methanol

2: Py

With pyridine; hydrogen; palladium on activated charcoal; In methanol;

DOI:10.1002/hlca.19640470750

upstream raw materials:

benzyl chloroformate

(19E)-17-hydroxy-3,7-seco-6-nor-cura-2⁽⁷⁾,19-diene-16-carboxylic acid methyl ester

Downstream raw materials:

(5R)-5-acetoxymethyl-12ξ-methyl-14-oxo-(4ac)-4,4a,5,6,11,12-hexahydro-3H-12ac,5r-oxaethano-pyrido[3',4':5,6]cyclohepta[1,2-b]indole-2-carboxylic acid benzyl ester

(5R)-5-hydroxymethyl-12ξ-methyl-(4ac)-2,3,4,4a,5,6,11,12-octahydro-1H-12ac,5r-oxaethano-pyrido[3',4':5,6]cyclohepta[1,2-b]indol-14-one

(5R)-5-acetoxymethyl-2-acetyl-12ξ-methyl-(4ac)-2,3,4,4a,5,6,11,12-octahydro-1H-12ac,5r-oxaethano-pyrido[3',4':5,6]cyclohepta[1,2-b]indol-14-one